Aldehyde oxidation processes

Patent metadata

Field	Value
Publication number	US-9975840-B2
Application number	US-201615215206-A
Country	US
Kind code	B2
Filing date	Jul 20, 2016
Priority date	Dec 13, 2013
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

The oxidation of isobutyraldehyde produces isobutyric acid and byproducts, such as isopropyl formate. A process of reducing the isopropyl formate byproduct and other byproducts in the oxidation of isobutyraldehyde is described. The process uses a carbonyl compound, such as acetone, to reduce byproduct levels in the resulting product. Process for use of static mixers in oxidation reactions of aldehydes are also provided.

First claim

The invention claimed is:

1. A method for reducing isopropyl formate in a process of producing Isobutyric acid comprising contacting two or more Isobutyraldehyde compositions, a solvent selected from acetone and ethyl acetate, a co-solvent, and a catalyst selected from the group consisting of a salt of a noble metal, a salt of a transition metal, a salt of cobalt, a salt of chromium, or a salt of manganese in the presence of an oxidant to form Isobutyric acid, wherein the formation of isopropyl formate is reduced by weight compared with the production of Isobutyric acid in the absence of a co-solvent.

2. The method of claim 1 wherein the co-solvent comprises a carbonyl compound.

3. A method for reducing isopropyl formate in a process of producing Isobutyric acid, in a plug flow reactor, comprising contacting two or more Isobutyraldehyde compositions, a solvent selected from acetone and ethyl acetate, a co-solvent, and a catalyst selected from the group consisting of a salt of a noble metal, a salt of a transition metal, a salt of cobalt, a salt of chromium, or a salt of manganese in the presence of an oxidant to form Isobutyric acid, wherein the formation of isopropyl formate is reduced by weight compared with the production of Isobutyric acid in the absence of a co-solvent.

4. The method of claim 3 wherein the co-solvent comprises a carbonyl compound.

5. A method for reducing isopropyl formate in a process of producing Isobutyric acid comprising contacting two or more Isobutyraldehyde compositions, a solvent selected from acetone and ethyl acetate, and acetone in the presence of an oxidant to form isobutyric acid, wherein the formation of isopropyl formate is reduced by weight compared with production of Isobutyric acid in the absence of a co-solvent, wherein at least some of the acetone is a byproduct collected from the process and at least some of the acetone is freshly added.

6. The method of claim 5 wherein, the formation of isopropyl formate is reduced by 20% to 50% by weight.

7. The method of claim 5 wherein, the formation of isopropyl formate is reduced by 50% to 80% by weight.

8. The method of claim 5 wherein, the formation of isopropyl formate is reduced by 80% to 95.5% by weight.

9. The method of claim 5 wherein, the formation of isopropyl formate is reduced by at least 95.5% by weight.

Assignees

• Eastman Chem Co

Inventors

• Billodeaux Damon Ray
• Hampton Jr Kenneth Wayne
• Johnson Chad A

Classifications

• C07C51/16

  by oxidation (C07C51/145 takes precedence) · CPC title

• C07C51/235 Primary

  of —CHO groups or primary alcohol groups · CPC title

• C07C67/44

  by oxidation-reduction of aldehydes, e.g. Tishchenko reaction · CPC title

• C07C53/124

  Acids containing four carbon atoms · CPC title